1,3-Diphenylacetone

Base Information

• Chemical Name: 1,3-Diphenylacetone
• CAS No.: 102-04-5
• Molecular Formula: C15H14O
• Molecular Weight: 210.276
• Hs Code.: 2914.19 DERIVATION
• European Community (EC) Number: 203-000-0
• NSC Number: 407392,220312,4577
• UNII: 9Y07G5UDKQ
• DSSTox Substance ID: DTXSID5059244
• Nikkaji Number: J5.001F
• Wikipedia: Dibenzyl_ketone
• Wikidata: Q5272265
• Metabolomics Workbench ID: 45606
• ChEMBL ID: CHEMBL4083314
• Mol file: 102-04-5.mol

Synonyms:1,3-Diphenylacetone;102-04-5;1,3-diphenylpropan-2-one;1,3-Diphenyl-2-propanone;DIBENZYL KETONE;Benzyl ketone;2-Propanone, 1,3-diphenyl-;1,3-Diphenylpropanone;alpha,alpha'-Diphenylacetone;1,3-Diphenyl-propan-2-one;MFCD00004795;FEMA No. 2397;NSC 220312;.alpha.,.alpha.'-Diphenylacetone;EINECS 203-000-0;UNII-9Y07G5UDKQ;9Y07G5UDKQ;AI3-05001;NSC-220312;2-Propanone,3-diphenyl-;dibenzylketone;1,3 diphenyl acetone;1,3-propan-2-one;propanone, 1,3-diphenyl-;SCHEMBL77563;CHEMBL4083314;DTXSID5059244;FEMA 2397;NSC4577;CHEBI:174059;1,3-Diphenylacetone, 97.0%+;1,3-Diphenyl-2-propanone, 99%;NSC-4577;NSC220312;NSC407392;AKOS000120284;CS-W015104;NSC-407392;AS-11950;SY010646;1,3-DIPHENYL-2-PROPANONE [FHFI];1,3-Diphenyl-2-propanone, >=98%, FG;LS-122972;D0911;FT-0606713;EN300-20394;D-6110;D-6112;D70874;A800503;Q5272265;1,3-Diphenyl-2-propanone, purum, >=98.0% (GC);F0001-0066

Chemical Property of 1,3-Diphenylacetone

Chemical Property:

• Appearance/Colour: light yellow solid
• Vapor Pressure: 0.00016mmHg at 25°C
• Melting Point: 32-34 °C(lit.)
• Refractive Index: 1.574
• Boiling Point: 331 °C at 760 mmHg
• Flash Point: 149.4 °C
• PSA: 17.07000
• Density: 1.069 g/cm³
• LogP: 3.04090
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 210.104465066
• Heavy Atom Count: 16
• Complexity: 188

Purity/Quality:

98% ^*data from raw suppliers

1,3-Diphenylacetone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aromatic Ketones
• Canonical SMILES: C1=CC=C(C=C1)CC(=O)CC2=CC=CC=C2
• Uses: 1,3-Diphenylacetone is used in the aldol condensation reaction with benzil (a dicarbonyl) and base to create tetraphenylcyclopentadienone.

Technology Process of 1,3-Diphenylacetone

There total 226 articles about 1,3-Diphenylacetone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 64.0%

3,3-bis(phenylmethyl)-1,2-dioxetane (40814-69-5) + [E]-1-morpholino-1-phenyl-1-propene (30085-70-2) → 2-(2'-benzyl-2'-hydroxy-3'-phenylprop-1'-oxy)-1-phenyl-1-propanone (139608-41-6) + 1-phenyl-propan-1-one (93-55-0) + 1,3-Diphenylpropanone (102-04-5)

Guidance literature:

In dichloromethane; at -20 - 0 ℃; for 2h; var. enamines;

DOI:10.1021/jo00035a025

Reference yield: 58.0%

benzyl bromide (100-39-0) → phenylacetic acid (103-82-2) + benzaldehyde (100-52-7) + 1,1'-(1,2-ethanediyl)bisbenzene (103-29-7) + 1,3-Diphenylpropanone (102-04-5)

Guidance literature:

With sodium hydroxide; cobalt tricarbonyl nitrosyl; carbon monoxide; trimethyldodecylammonium chloride; In benzene; under 760 Torr; Ambient temperature;

DOI:10.1016/S0022-328X(00)85541-2

Reference yield: 58.0%

carbon monoxide (201230-82-2) + benzyl bromide (100-39-0) → phenylacetic acid (103-82-2) + benzaldehyde (100-52-7) + 1,1'-(1,2-ethanediyl)bisbenzene (103-29-7) + 1,3-Diphenylpropanone (102-04-5)

Guidance literature:

With sodium hydroxide; cobalt tricarbonyl nitrosyl; trimethyldodecylammonium chloride; In benzene; under 760 Torr; Ambient temperature;

DOI:10.1016/S0022-328X(00)85541-2

upstream raw materials:

phenylacetic acid

phenylacetic anhydride

2-benzyl-3-phenyloxirane

(E)-3-Ureido-but-2-enoic acid ethyl ester

Downstream raw materials:

1,3-diphenyl-2-[2]pyridyl-propan-2-ol

2,2-Dibenzyl-6-methyl-4-oxo-4H-1,3-dioxin

(3RS,4SR)-4-anilino-1,3,4-triphenyl-butan-2-one

1,3,4-triphenyl-4-(phenylamino)butan-2-one

Refernces

• 1、 Kamimura, Yoichiro,Sato, Satoshi,Takahashi, Ryoji,Sodesawa, Toshiaki,Fukui, Masahiro. "Vapor-phase synthesis of symmetric ketone from alcohol over CeO2-Fe2O3 catalysts". . p. 232 - 233. Retrieved 2000.
• 2、 Selikson,Watt. "-". . p. 267. Retrieved 1975.
• 3、 Maeda et al.. "-". . p. 797. Retrieved 1974.
• 4、 Liang, Qiuming,Janes, Trevor,Gjergji, Xhoana,Song, Datong. "Iron complexes of a bidentate picolyl-NHC ligand: Synthesis, structure and reactivity". . p. 13872 - 13880. Retrieved 2016.
• 5、 Arnold, Joshua N.,Hayes, Patrick D.,Kohaus, Robert L.,Mohan, Ram S.. "Bismuth compounds in organic synthesis. Deprotection of ketoximes using bismuth bromide-bismuth triflate". . p. 9173 - 9176. Retrieved 2003.
• 6、 Yoshida, Kunihisa,Kuwata, Hideki. "Cathodic carbonylation. Synthesis of aliphatic aldehydes using an electroreductively generated iron-carbonyl anion". . p. 1873 - 1877. Retrieved 1996.
• 7、 Tagaki et al.. "". . p. 414,419. Retrieved 1965.
• 8、 Corey,Palani, Anandan. "A mechanistic model for the selective oxidation of 1,4-diols to γ-lactols by o-iodoxybenzoic acid". . p. 7945 - 7948. Retrieved 1995.
• 9、 Nakanishi, Saburo,Shimizu, Yasuyo. "Incorporation of CO and NO Ligands in the Reaction of Benzyl Bromides with Tetrabutylammonium Tricarbonylnitrosylferrate". . p. 1925 - 1926. Retrieved 1994.
• 10、 Olah, George A.,Mehrotra, Ashok K.,Narang, Subhash C.. "Synthetic Methods and Reactions; Part 105. Cleavage of Ethanediyl S,S-Acetals with t-Butyl Bromide(Iodide)/Dimethyl Sulfoxide Reagent". . p. 151 - 152. Retrieved 1982.